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1,705 listings
- New Listing$19,990fair price$422 above market
- 71,125 miles
- 1 accident, 2 owners, personal use only
- 5 Seats, 19 City / 27 Hwy MPG
- Carvana (In-stock online)
- Home delivery*
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Located in Philadelphia, PA / 236 miles away from Chesapeake, VA
At Carvana, we go miles beyond the extra mile. That's why we provide you with a convenient, fast, and hassle-free car buying experience that puts you ...
AutoCheck Vehicle History Summary
Accident Free Vehicle: No
Personal Use Only: Yes
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
22 Combined MPG (19 City/27 Highway)
Listing Information:
VIN: 1C4PJMDX8LD650038
Stock: 2003518836
Certified Pre-Owned: No
Listed since: 03-05-2025 - Price Drop
- 122,433 miles
- 1 accident, 2 owners, corporate fleet vehicle
- 5 Seats, 21 City / 30 Hwy MPG
- Glen Burnie DriveTime (169 mi away)
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Located in Glen Burnie, MD / 169 miles away from Chesapeake, VA
Shop at DriveTime: Get started on your personalized car-buying journey today. With no credit impact, you can get approved for your real, personalized ...
AutoCheck Vehicle History Summary
Accident Free Vehicle: No
Personal Use Only: No
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
25 Combined MPG (21 City/30 Highway)
Listing Information:
VIN: 1C4PJLCB2JD605545
Stock: 1630089551
Certified Pre-Owned: No
Listed since: 04-09-2025 - New Listing$20,425good price$1,635 below market
- 63,047 miles
- 1 accident, 2 owners, personal use
- 5 Seats, 18 City / 24 Hwy MPG
- Driveway (In-stock online)
- Home delivery*
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Located in Troy, MI / 546 miles away from Chesapeake, VA
Apple CarPlay,Back-Up Camera,Blind Spot Monitor,Bluetooth,Brake Assist,Heated Seats,Heated Steering Wheel,Keyless Start,Satellite Radio,V6 Cylinder En...
AutoCheck Vehicle History Summary
Accident Free Vehicle: No
Personal Use Only: Yes
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
21 Combined MPG (18 City/24 Highway)
Listing Information:
VIN: 1C4PJMBX7LD608561
Stock: LD608561A
Certified Pre-Owned: Yes - New Listing
- 39,222 miles
- 2 accidents, 3 owners, corporate fleet vehicle
- 5 Seats, 19 City / 27 Hwy MPG
- Carvana (In-stock online)
- Home delivery*
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Located in San Antonio, TX / 1,380 miles away from Chesapeake, VA
At Carvana, we go miles beyond the extra mile. That's why we provide you with a convenient, fast, and hassle-free car buying experience that puts you ...
AutoCheck Vehicle History Summary
Accident Free Vehicle: No
Personal Use Only: No
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
22 Combined MPG (19 City/27 Highway)
Listing Information:
VIN: 1C4PJMDX2LD531675
Stock: 2003719580
Certified Pre-Owned: No
Listed since: 05-13-2025 - New Listing$18,590fair price$601 above market
- 77,457 miles
- 1 accident, 2 owners, corporate fleet vehicle
- 5 Seats, 22 City / 31 Hwy MPG
- Carvana (In-stock online)
- Home delivery*
Close
Located in Chicago, IL / 746 miles away from Chesapeake, VA
At Carvana, we go miles beyond the extra mile. That's why we provide you with a convenient, fast, and hassle-free car buying experience that puts you ...
AutoCheck Vehicle History Summary
Accident Free Vehicle: No
Personal Use Only: No
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
25 Combined MPG (22 City/31 Highway)
Listing Information:
VIN: 1C4PJLDB3LD539119
Stock: 2003630705
Certified Pre-Owned: No
Listed since: 04-14-2025 - 73,534 miles
- 1 accident, 2 owners, personal use
- 5 Seats, 21 City / 29 Hwy MPG
- Carvana (In-stock online)
- Home delivery*
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Located in Philadelphia, PA / 236 miles away from Chesapeake, VA
At Carvana, we go miles beyond the extra mile. That's why we provide you with a convenient, fast, and hassle-free car buying experience that puts you ...
AutoCheck Vehicle History Summary
Accident Free Vehicle: No
Personal Use Only: Yes
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
24 Combined MPG (21 City/29 Highway)
Listing Information:
VIN: 1C4PJMLB2LD526157
Stock: 2003639778
Certified Pre-Owned: No
Listed since: 04-10-2025- $22,998fair price$81 below market
- 46,237 miles
- 1 accident, 1 owner, personal use only
- 5 Seats, 19 City / 27 Hwy MPG
- CarMax (In-stock online)
- Transfer available from KS to VA*
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Located in Wichita, KS / 1,154 miles away from Chesapeake, VA
CarMax values transparency and wants you to love your next car, not settle on it. Certain vehicles may have unrepaired safety recalls. Check nhtsa.gov...
AutoCheck Vehicle History Summary
Accident Free Vehicle: No
Personal Use Only: Yes
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
22 Combined MPG (19 City/27 Highway)
Listing Information:
VIN: 1C4PJMMXXND556276
Stock: 27053994
Certified Pre-Owned: No - 18,671 miles
- No accidents, 1 owner, corporate fleet vehicle
- 5 Seats, 20 City / 29 Hwy MPG
- CarMax (In-stock online)
- Transfer available from TX to VA*
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Located in Houston, TX / 1,198 miles away from Chesapeake, VA
CarMax values transparency and wants you to love your next car, not settle on it. Certain vehicles may have unrepaired safety recalls. Check nhtsa.gov...
AutoCheck Vehicle History Summary
Accident Free Vehicle: Yes
Personal Use Only: No
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
23 Combined MPG (20 City/29 Highway)
Listing Information:
VIN: 1C4PJLMX9ND533923
Stock: 26474817
Certified Pre-Owned: No- 12,955 miles
- No accidents, 1 owner, corporate fleet vehicle
- 5 Seats, 20 City / 29 Hwy MPG
- CarMax (In-stock online)
- Transfer available from AL to VA*
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Located in Mobile, AL / 801 miles away from Chesapeake, VA
CarMax values transparency and wants you to love your next car, not settle on it. Certain vehicles may have unrepaired safety recalls. Check nhtsa.gov...
AutoCheck Vehicle History Summary
Accident Free Vehicle: Yes
Personal Use Only: No
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
23 Combined MPG (20 City/29 Highway)
Listing Information:
VIN: 1C4PJLMX0ND514774
Stock: 27322126
Certified Pre-Owned: No- Price Drop$24,590fair price$613 below market
- 41,302 miles
- 1 accident, 1 owner, personal use only
- 5 Seats, 18 City / 24 Hwy MPG
- Carvana (In-stock online)
- Home delivery*
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Located in Columbus, OH / 430 miles away from Chesapeake, VA
At Carvana, we go miles beyond the extra mile. That's why we provide you with a convenient, fast, and hassle-free car buying experience that puts you ...
AutoCheck Vehicle History Summary
Accident Free Vehicle: No
Personal Use Only: Yes
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
21 Combined MPG (18 City/24 Highway)
Listing Information:
VIN: 1C4PJMBX0LD605372
Stock: 2003713456
Certified Pre-Owned: No
Listed since: 05-08-2025 - 15,126 miles
- No accidents, 1 owner, personal use
- 5 Seats, 19 City / 27 Hwy MPG
- Carvana (In-stock online)
- Home delivery*
Close
Located in Indianapolis, IN / 579 miles away from Chesapeake, VA
At Carvana, we go miles beyond the extra mile. That's why we provide you with a convenient, fast, and hassle-free car buying experience that puts you ...
AutoCheck Vehicle History Summary
Accident Free Vehicle: Yes
Personal Use Only: Yes
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
22 Combined MPG (19 City/27 Highway)
Listing Information:
VIN: 1C4PJMDX4ND529347
Stock: 2003719524
Certified Pre-Owned: No
Listed since: 05-08-2025- Price Drop$26,511fair price$670 above market
- 17,287 miles
- No accidents, 1 owner, personal use
- 5 Seats, 19 City / 27 Hwy MPG
- Driveway (In-stock online)
- Home delivery*
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Located in Yorkville, NY / 444 miles away from Chesapeake, VA
CarFax No Accidents Reported,CarFax 1-Owner,Low Mileage,Rare Find,Back-Up Camera,Blind Spot Monitor,Bluetooth,Brake Assist,Heated Seats,Heated Steerin...
AutoCheck Vehicle History Summary
Accident Free Vehicle: Yes
Personal Use Only: Yes
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
22 Combined MPG (19 City/27 Highway)
Listing Information:
VIN: 1C4PJMMXXND530647
Stock: D530647A
Certified Pre-Owned: No - Price Drop$12,280great price$4,316 below market
- 102,009 miles
- No accidents, 1 owner, rental vehicle
- 5 Seats, 19 City / 27 Hwy MPG
- Seasell Auto (195 mi away)
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Located in Wilmington, NC / 195 miles away from Chesapeake, VA
ABOUT THIS VEHICLE We welcome pre-purchase inspections and independent test drives on each and every vehicle. We are a CARFAX Advantage dealer meaning...
AutoCheck Vehicle History Summary
Accident Free Vehicle: Yes
Personal Use Only: No
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
22 Combined MPG (19 City/27 Highway)
Listing Information:
VIN: 1C4PJMDX9KD397004
Stock: KD397004
Certified Pre-Owned: No
Listed since: 04-25-2025 - New Listing$19,999fair price$637 above market
- 52,093 miles
- 5 Seats, 21 City / 29 Hwy MPG
- Enterprise Car Sales (In-stock online)
- Home delivery*
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Located in Tucson, AZ / 1,989 miles away from Chesapeake, VA
Transfer of vehicle from another location to your neighborhood Enterprise Car Sales may require payment of a non-refundable transfer fee to begin the ...
AutoCheck Vehicle History Summary Unavailable.
Features and Specs:
24 Combined MPG (21 City/29 Highway)
Listing Information:
VIN: 1C4PJMLB1LD545475
Stock: 8GNQ5P
Certified Pre-Owned: No
Listed since: 04-09-2025 - 25,130 miles
- No accidents, 1 owner, personal use only
- 5 Seats, 22 City / 31 Hwy MPG
- CarMax (In-stock online)
- Transfer available from KY to VA*
Close
Located in Louisville, KY / 523 miles away from Chesapeake, VA
CarMax values transparency and wants you to love your next car, not settle on it. Certain vehicles may have unrepaired safety recalls. Check nhtsa.gov...
AutoCheck Vehicle History Summary
Accident Free Vehicle: Yes
Personal Use Only: Yes
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
25 Combined MPG (22 City/31 Highway)
Listing Information:
VIN: 1C4PJLDB9LD538606
Stock: 26950421
Certified Pre-Owned: No- 98,526 miles
- No accidents, 2 owners, rental vehicle
- 5 Seats, 22 City / 31 Hwy MPG
- Antwerpen Volkswagen (167 mi away)
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Located in Pasadena, MD / 167 miles away from Chesapeake, VA
AutoCheck Vehicle History Summary
Accident Free Vehicle: Yes
Personal Use Only: No
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: Yes
Lemon Status: No
Free History Report: No
Features and Specs:
25 Combined MPG (22 City/31 Highway)
Listing Information:
VIN: 1C4PJLDB7LD560765
Stock: V24301A
Certified Pre-Owned: No
Listed since: 05-01-2025- 19,485 miles
- No accidents, 2 owners, personal use only
- 5 Seats
- CarMax (In-stock online)
- Transfer available from MO to VA*
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Located in Saint Louis, MO / 781 miles away from Chesapeake, VA
CarMax values transparency and wants you to love your next car, not settle on it. Certain vehicles may have unrepaired safety recalls. Check nhtsa.gov...
AutoCheck Vehicle History Summary
Accident Free Vehicle: Yes
Personal Use Only: Yes
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
Listing Information:
VIN: 1C4PJMMN1ND506610
Stock: 25833205
Certified Pre-Owned: No- Price Drop
- 22,092 miles
- No accidents, 2 owners, personal use
- 5 Seats, 19 City / 27 Hwy MPG
- CarMax (In-stock online)
- Transfer available from AZ to VA*
Close
Located in Gilbert, AZ / 2,013 miles away from Chesapeake, VA
CarMax values transparency and wants you to love your next car, not settle on it. Certain vehicles may have unrepaired safety recalls. Check nhtsa.gov...
AutoCheck Vehicle History Summary
Accident Free Vehicle: Yes
Personal Use Only: Yes
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
22 Combined MPG (19 City/27 Highway)
Listing Information:
VIN: 1C4PJMMX3ND523572
Stock: 27061985
Certified Pre-Owned: No - New Listing
- 19,251 miles
- No accidents, 1 owner, personal use
- 5 Seats, 18 City / 24 Hwy MPG
- Carvana (In-stock online)
- Home delivery*
Close
Located in Columbus, OH / 430 miles away from Chesapeake, VA
At Carvana, we go miles beyond the extra mile. That's why we provide you with a convenient, fast, and hassle-free car buying experience that puts you ...
AutoCheck Vehicle History Summary
Accident Free Vehicle: Yes
Personal Use Only: Yes
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
21 Combined MPG (18 City/24 Highway)
Listing Information:
VIN: 1C4PJMBX2ND509150
Stock: 2003734364
Certified Pre-Owned: No
Listed since: 05-19-2025 - $26,596
- 31,855 miles
- No accidents, 1 owner, personal use only
- 5 Seats, 19 City / 27 Hwy MPG
- Starr Motors (21 mi away)
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Located in Suffolk, VA / 21 miles away from Chesapeake, VA
Dealer What sets us apart from a huge dealer group, is that we have deep roots in Suffolk as an entire family. If you don?t see one of the owners wal...
AutoCheck Vehicle History Summary
Accident Free Vehicle: Yes
Personal Use Only: Yes
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: Yes
Features and Specs:
22 Combined MPG (19 City/27 Highway)
Listing Information:
VIN: 1C4PJMCX2ND555902
Stock: CP11769
Certified Pre-Owned: No
Listed since: 04-23-2024 - $27,998fair price$254 above market
- 20,839 miles
- No accidents, 2 owners, personal use only
- 5 Seats, 18 City / 24 Hwy MPG
- CarMax (In-stock online)
- Transfer available from NV to VA*
Close
Located in Henderson, NV / 2,143 miles away from Chesapeake, VA
CarMax values transparency and wants you to love your next car, not settle on it. Certain vehicles may have unrepaired safety recalls. Check nhtsa.gov...
AutoCheck Vehicle History Summary
Accident Free Vehicle: Yes
Personal Use Only: Yes
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
21 Combined MPG (18 City/24 Highway)
Listing Information:
VIN: 1C4PJMBX8ND531122
Stock: 27397582
Certified Pre-Owned: No
Showing 589 - 609 out of 1,705 listings
Consumer Reviews for the Jeep Cherokee
Read recent reviews for the Jeep Cherokee
My new Jeep
bmwcharlie, 02/01/2021
2021 Jeep Cherokee Limited 4dr SUV (3.2L 6cyl 9A)
Time for a new lease as my Tiguan went back. I looked at a new Tiguan, Subaru Outback, Jeep Cherokee and the Volvo X 40. I chose the Jeep Cherokee.
The Jeep felt the most substantial by far. I was surprised by the cheap plastic center in the Subaru and the Volvo. The Tiguan was all plastic but for 289.00 a month all in (including all taxes and fees) the Tiguan Se was the least … expensive vehicle I have ever leased. The same equipped Tiguan was 370.00 a month. I really missed the heated steering wheel from my previous BMW so it was a must for my new lease. A Tiguan with a heated steering wheel was 407.00 a month. I set out for a new compact SUV for 350.00 a month. I never thought of leasing a Jeep but in my budget it kept coming up so I test drove it. I knew instantly this would be my next vehicle. I leased a Jeep Cherokee V6 Limited with Elite Pkg. for 381.00 a month including taxes and all fees. This was the most equipped car I ever had. Cooled seats front and back it even can parallel park. I love the remote start which automatically turns on the heated seats and steering wheel. This Jeep is on par with my X3. Which was 500.00 a month a new one 700. a month to lease. Value wise this is the best vehicle you will find. It took months of tracking prices and negotiating for me to get this price.
The Jeep ride is great, acceleration is great too. The Volvo was slightly better but the Jeep was pretty close. It rides more like the X3. The info entertainment is easy to use intuitive and fast which really makes for a great driving experience. The Jeep is compact unlike the Tiguan which felt like you had so much space in the cabin. Handling is sharp seats are comfortable. Since it mainly me and one other person most of the time I can live with the snug cabin. I took Delivery at the end of November and have had no problems. Fit and finish is great so I am thinking it should be pretty reliable.
Update: I still love my Cherokee. The Adaptive cruise control is amazing. Life changing feature. The stop and go really takes the sting out of heavy traffic. The automatic high beams are amazing. The ride is great it really takes any size pot hole no problem. Well not quite the razor sharp handle of a BMW it’s much more comfortable. The ride, handling, and acceleration strike a great balance. The lane keep assist is the cars big down fall. It’s will pull slightly at the wheel for no reason. Less on the highway than around town. It feels like you hit a piece of ice. I doesn’t bother me as much now but at first it was annoying as hell. I tried to disable it but couldn’t. I just put it on the lowest setting. Hopefully they will use a lane centering on the next update. The car feels so high tech it’s quite unexpected.. I am so glad I got this Jeep. I would have never considered it, if not for the chip shortage. Inventories were starting to get tight and they had the inventory. I got this lease at such a great deal.I am so grateful as prices are skyrocketing on leases. Blown away by the luxury driving experience from a Jeep, Who knew!
Used 2020 Jeep Cherokee in Chesapeake, VA Values
Estimated values
2020 Jeep Cherokee Limited 4dr SUV 4WD (3.2L 6cyl 9A) with no options
| Condition | Trade-In | Private Party | Dealer Retail |
|---|---|---|---|
| Outstanding | $17,696 | $19,890 | $22,002 |
| Clean | $17,238 | $19,369 | $21,419 |
| Average | $16,474 | $18,500 | $20,446 |
| Rough | $15,482 | $17,371 | $19,182 |
The average list price of a used 2020 Jeep Cherokee in Chesapeake, Virginia is $22,922. The average mileage on a used Jeep Cherokee 2020 for sale in Chesapeake, Virginia is 47,127. Based on the average mileage of 47,127 for used 2020 Jeep Cherokee for sale in Chesapeake, VA and using an average vehicle condition rating, which means the vehicle may have a few mechanical and/or cosmetic problems and may require a considerable amount of reconditioning, we appraise the average trade-in value of a used Jeep Cherokee 2020 in Chesapeake, Virginia to be $16,474.
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